(R,S)-2-Isobutyl-3-(boc-amino)propanoic acid

Base Information

• Chemical Name: (R,S)-2-Isobutyl-3-(boc-amino)propanoic acid
• CAS No.: 828254-17-7
• Molecular Formula: C₁₂H₂₃NO₄
• Molecular Weight: 245.319
• European Community (EC) Number: 867-875-6
• Nikkaji Number: J2.316.524D
• Mol file: 828254-17-7.mol

Synonyms:828254-17-7;(R,S)-2-Isobutyl-3-(boc-amino)propanoic acid;N-Boc-3-amino-2-isobutyl-propionic acid;2-({[(tert-butoxy)carbonyl]amino}methyl)-4-methylpentanoic acid;2-[(Boc-amino)methyl]-4-methyl-pentanoic acid;2-Isobutyl-3-(Boc-amino)propionic acid;4-methyl-2-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]pentanoic acid;2-(([(TERT-BUTOXY)CARBONYL]AMINO)METHYL)-4-METHYLPENTANOIC ACID;(S)-N-Boc-2-(aminomethyl)-4-methylpentanoic Acid;(2S)-2-({[(tert-butoxy)carbonyl]amino}methyl)-4-methylpentanoic acid;SCHEMBL16798225;WWKOREWJYZNXDX-UHFFFAOYSA-N;MFCD07372886;MFCD11973912;AKOS017512484;AB35736;AB35739;2-isobutyl-3-(Boc-amino)propanoic acid;AS-17238;SY030850;CS-0154069;(R,S)-2-Isobutyl-3-(boc-amino)propanoicacid;2-((boc-amino)methyl)-4-methylpentanoic acid;D97601;EN300-104283;A917440;Z1332918989;(S)-2-(TERT-BUTOXYCARBONYLAMINO-METHYL)-4-METHYL-PENTANOIC ACID

Chemical Property of (R,S)-2-Isobutyl-3-(boc-amino)propanoic acid

Chemical Property:

• PSA: 75.63000
• LogP: 2.64890
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 245.16270821
• Heavy Atom Count: 17
• Complexity: 268

Purity/Quality:

98.5% ^*data from raw suppliers

(R,S)-2-Isobutyl-3-(boc-amino)propanoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)CC(CNC(=O)OC(C)(C)C)C(=O)O

Technology Process of (R,S)-2-Isobutyl-3-(boc-amino)propanoic acid

There total 23 articles about (R,S)-2-Isobutyl-3-(boc-amino)propanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

Boc-(±)-β2-homoleucine methyl ester → 2-((tert-butoxycarbonylamino)methyl)-4-methylpentanoic acid (828254-17-7,828254-18-8,132605-96-0)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1002/psc.2883

Reference yield: 90.0%

(S)-β-2-methylpropyl-γ-Boc-amino-propylalcohol (941292-90-6) → (S)-2-(((tert-butoxycarbonyl)amino)methyl)-4-methylpentanoic acid (828254-17-7,828254-18-8,132605-96-0)

Guidance literature:

With water; dichromic acid; In acetone; at 0 - 20 ℃;

DOI:10.1021/ja070063i

Reference yield: 80.0%

(2S)-N-{(2R)-2-[(dibenzylamino)methyl]-4-methylpentanoyl}camphorsultam (887143-14-8) + di-tert-butyl dicarbonate (24424-99-5) → 2-(R)-(N-boc-aminomethyl) 4-methyl-pentanoic acid (828254-17-7,132605-96-0,828254-18-8)

Guidance literature:

(2S)-N-{(2R)-2-[(dibenzylamino)methyl]-4-methylpentanoyl}camphorsultam; palladium on activated charcoal; In tetrahydrofuran; methanol; at 20 ℃;

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃;

di-tert-butyl dicarbonate; With potassium carbonate; In 1,4-dioxane; for 5h; Further stages.;

DOI:10.1002/ejoc.200600926

upstream raw materials:

di-tert-butyl dicarbonate

(2R)-([amino]methyl)-4-methylpentanoic acid

(2S)-N-{(2R)-2-[(dibenzylamino)methyl]-4-methylpentanoyl}camphorsultam

(S)-N-(2-bromo-4-methyl-pentanoyl) camphorsultam

Refernces

• 1、 Camerino,Liu,Moriya,Kitahashi,Mahgoub,Mountford,Chalmers,Soga,Parhar,Thompson. "Beta amino acid-modified and fluorescently labelled kisspeptin analogues with potent KISS1R activity". . p. 406 - 414. Retrieved 2016/08/28.
• 2、 Chi, Yonggui,English, Emily P.,Pomerantz, William C.,Horne, W. Seth,Joyce, Leo A.,Alexander, Lane R.,Fleming, William S.,Hopkins, Elizabeth A.,Gellman, Samuel H.. "Practical synthesis of enantiomerically pure β2-amino acids via proline-catalyzed diastereoselective aminomethylation of aldehydes". . p. 6050 - 6055. Retrieved 2008/02/08.